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3310 Pinetree Drive, St James City
$899,000
4 Beds ⋅ 3 Baths ⋅ 2026045491 MLS
This beautifully updated 4-bedroom, 3-bath DIRECT GULF ACCESS home offers the perfect blend of quality construction, full protection, higher elevation, and thoughtful improvements. Ideally situated on a deep-water canal with quick access to open water, this home is perfect as a full-time residence, vacation getaway, or waterfront retreat. Boating and fishing enthusiasts will love everything this property has to offer! Enjoy direct Gulf access right from your backyard, complete with a wraparound composite dock, covered boat lift, and separate floating dock. The owners have accommodated a 28-foot boat on THE 14,000-LB. LIFT. Additional improvements include Jet Drains along the seawall for added longevity, an 8.0-kilowatt fuel-injected portable generator with circuit breaker lockout, and a screened boathouse roof to help keep unwanted bird mess at bay. From here, you're just a short ride to Matlacha Pass and some of Southwest Florida's best fishing, along with unforgettable boating adventures to Sanibel, Fort Myers Beach, Cayo Costa, Picnic Island, and Cabbage Key. Beautiful beaches, hidden islands, and endless days on the water are right at your fingertips! Inside, you'll find spacious, open living areas and a beautifully appointed kitchen featuring a large breakfast bar and plenty of cabinet space. An INTERIOR CHAIR LIFT is in place to help with stairs. The home offers three bedrooms plus a versatile bonus room, perfect for extra guests, a home office, or your favorite hobby space. The guest bath encompasses a JACUZZI walk-in tub with a shower wand. A well-appointed laundry room offers additional storage, while the OVERSIZED TWO-CAR GARAGE provides plenty of room for vehicles, fishing gear, and all your island toys. Step outside and embrace the Florida lifestyle with two expansive screened areas, offering plenty of room to relax, entertain, and enjoy the tropical surroundings. A durable metal roof, newly added flood barriers, and low-maintenance island landscaping add to the home's appeal, making it as practical as it is inviting. And here's a bonus that's hard to find! Included with the property is a separate DEEDED PARCEL OF LAND DIRECTLY ACROSS THE STREET, providing valuable additional space for RV or boat parking, boat trailer storage, or even visiting guests. Extra land in a direct Gulf-access neighborhood is a rare opportunity and adds even more versatility to this property. As an added perk, the voluntary HOA provides access to the community boat ramp. Whether you're heading out for a day of fishing, cruising to your favorite island destination, entertaining friends, or simply relaxing by the water, this property makes it easy to enjoy everything Southwest Florida living is all about. Bring your boat, bring your toys, and get ready to enjoy the island lifestyle you've been dreaming of!

3310 Pinetree Drive, St James City

4921 Cobiac Drive, St James City
$199,000
1 Beds ⋅ 1 Baths ⋅ 2026045786 MLS
BRAND NEW! FULLY FURNISHED! LAKEFRONT LIVING! Why settle for an older home when you can have BRAND-NEW construction, beautiful furnishings, and the Florida waterfront lifestyle you’ve been dreaming of? Welcome to Pine Island Cove, one of St. James City’s most desirable 55+ waterfront communities! This stunning, newly constructed home comes COMPLETELY FURNISHED and ready for you to start enjoying island life from day one! Step inside and discover a light, bright, beautifully appointed interior featuring an inviting open-concept living area, a gorgeous kitchen with white cabinetry and modern appliances, attractive wood-look flooring, and tasteful coastal décor throughout. But the real magic happens outside! Step through your sliding glass doors onto your COVERED WATERFRONT DECK, where peaceful canal views, tropical surroundings, and gentle island breezes create the perfect setting for morning coffee or evening cocktails. And the lifestyle doesn’t stop at your doorstep! Pine Island Cove offers an incredible collection of amenities, including a sparkling COMMUNITY POOL and SPA, PICKLEBALL and BOCCE BALL COURTS, a spacious clubhouse, a community pavilion, dog park, and lake! BOATING ENTHUSIASTS will love the community’s PRIVATE BOAT RAMP providing access to Pine Island Sound and the Gulf, plus convenient additional boat and trailer storage. Spend your days fishing, boating to nearby barrier islands, relaxing by the pool, or exploring the unique shops, waterfront restaurants, and laid-back charm of Pine Island. With a low HOA of $160 a month you can't beat the value. Own your own land make your own memories at 4921 Cobiac!

4921 Cobiac Drive, St James City

2708 Sanderling Court, St James City
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026043797 MLS
Picture it…. waking up to another beautiful Southwest Florida morning. The sun is shining, the fish are biting, and the laid-back island lifestyle of St. James City is all around you. At 2708 Sanderling Court, we call that Tuesday. This elevated three-bedroom, two-bath waterfront home offers 1,433 square feet of living space, room for family and guests, a private pool, a powered Lift to the second floor, and the boating access that makes this community special. From your dock, reach open water in less than 15 minutes—with direct Gulf access!! Spend your mornings fishing, afternoons relaxing by the pool, and evenings exploring St. James City's in your golf cart visiting waterfront restaurants and enjoying live music. Inside, huge ceilings, wood floors, and an open living area make it easy to gather after a day on the water. The home features a split bedroom floor plan with screened in balconies on the front and back of the home. On the lower level, there is enclosed bonus storage and workshop space providing additional room for fishing gear, tools, and projects. Whether you're escaping winter or settling into island life year-round, there's room here to enjoy the best of Southwest Florida. Bring your boat, your fishing rods, and your flip-flops.

2708 Sanderling Court, St James City

5029 Gulfgate Lane, St James City
$215,000
2 Beds ⋅ 2 Baths ⋅ 2026040907 MLS
Beautifully maintained home in a 55+ community. Immaculately kept and many updates includes but not limited to new asphalt shingle roof, new AC/heat, water heater, washer/dryer, 6 panel doors through out, whole house generator wired direct to panel, propane, key start and includes 2 100 gallon tanks, new range/oven, dishwasher and refrigerator. A must see private back yard with tiki hut for grilling. Private deck with fire pit. Sliders in both bedrooms to access back yard. Gated storage for your boats, RVs and any other toys. Private boat ramp with parking for your vehicle and trailer, water for cleaning it, canal is Gulf access. Front Florida room can be used for home office or extra sleeping area for guests. Back lanai has vinyl roll down windows over screens and the room has a free standing AC unit to keep it climate user friendly. Large closets and plenty of storage.

5029 Gulfgate Lane, St James City

3055 Harpoon Lane, St James City
$349,000
2 Beds ⋅ 2 Baths ⋅ 2026041400 MLS
Price just reduced, Priced to sell fast! Welcome to your new Island Home Paradise! This home shines with an oversized corner homesite, extra parking, gulf access canal with no bridges, boat lift, walk around trex deck with boat cover and so much more! It's just a short 5-7 minute boat ride to open waters with gulf access at Captiva Island and some of the best beaches and fishing around. You'll feel like you are on vacation every day in this coastal cottage themed showplace with wainscotting, shiplap and plantation shutters. You'll love the beautiful entry, vaulted ceilings, huge living room, dining room and great kitchen with white cabinets, quartz countertops, nautical backsplash, lots of cabinets, newer appliances, pantry, lighted glass front cabinet doors, etc. Both bathrooms are gorgeous, both bedrooms are huge and have oversized walk-in closets. Another great feature of this home is the amount of space between this home and the one next door. You won't feel crowded here at all. There is room for 3 cars under the carport and room for another 3 cars in the gravel next to the carport as well as plenty of room to park a boat trailer. The flooring is an easy care wood look luxury vinyl throughout, so no carpets. The living room has a built-in lighted wall unit to show off your personal treasures. The new metal roof was installed in June of 2026. The storage is amazing with a double closet off the entry, a hall linen closet, a kitchen pantry closet, a closet off the living room and a storage shed off the laundry room. The utility bills are also very low. This home is light, bright and has everything you need to make this your Island Paradise.

3055 Harpoon Lane, St James City

7334 Drum Drive, St James City
$159,000
2 Beds ⋅ 2 Baths ⋅ 2026038740 MLS
This 55+ Pine Island 2010 home offers a great room, open-concept kitchen floor plan with 2 bedrooms, one with a private entrance out to the canal. The floors are all new "wood-like" for easy cleaning. The lawn is maintenance-free for more time to relax or join in a community activity. Pine Island Cove community offers boating access via the community boat ramp for quick, easy access to the Gulf of Mexico, Intracoastal, Pine Island Sound, and Outer Islands all within minutes, with no locks or bridges. Enjoy boating to the beaches you can only get to by boat, watching the sunsets over the Gulf, and fishing in some of the best spots in SW Florida. A few of the community activities include: bocce ball, pickleball, large pool, spa, clubhouse with kitchen, dance floor, party and fitness rooms, plus boat/RV storage for $50/year and $100/year if you need electric, a large pavilion for social events and cookouts, and a large fishing lake. This home is located in the heart of the amenities! Make your appointment now and enjoy spending the winter with friends in the sun, rather than shoveling snow!

7334 Drum Drive, St James City

2430 Orange Street, St James City
$292,500
2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS
Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

2096 Macadamia Street, St James City
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

3056 Sloop Lane, St James City
$315,000
2 Beds ⋅ 2 Baths ⋅ 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City

3852 Stabile Road, St James City
$409,900
3 Beds ⋅ 2 Baths ⋅ 2026012250 MLS
Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, St James City

3065 Skipper Lane, St James City
$359,900
2 Beds ⋅ 2 Baths ⋅ 2026001055 MLS
Imagine the warm tropical breezes and amazing sunsets and living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This lovely home boasts tile floors throughout, new roof, windows, spray foam insulation under the home, a/c duct work, siding, lanai, carport, cover for the 8K# boat lift. In the event of a power, there is a transfer switch for a generator, so you can stay cool with your A/C! There are 2 bedrooms, 2 baths, and a den/study with views of the canal. Do you need extra space for parking? No problem! There is parking for 4 cars, with parking on 2 sides. Park your RV, Boat trailer, etc. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some of the best fishing, and close to the Tarpon Fishing Capital of the World, Boca Grande! The screened porch overlooks an outdoor shaded entertaining area, and additional space to sit, relax, and enjoy the "The Salt Lift"!

3065 Skipper Lane, St James City

2888 Oleander Street Unit C6, St James City
$339,900
2 Beds ⋅ 2 Baths ⋅ 2025018280 MLS
Beautifully Updated Waterfront Condo in Fisherman’s Wharf – Turnkey & Move-In Ready! Discover the ultimate coastal lifestyle in this beautifully updated condo located in the desirable Fisherman’s Wharf community of St. James City. Offering a perfect blend of modern elegance and laid-back island charm, this home provides direct access to the Gulf of Mexico and world-class fishing waters—all just steps from your door. This turnkey unit comes fully furnished with stylish and high-end coastal décor—bring your bathing suit and toothbrush to start living the Southwest Florida dream. Property Highlights Prime Waterfront Access: Enjoy direct boating access to Pine Island Sound and the Gulf of Mexico—ideal for fishing, cruising, or island-hopping to Sanibel, Fort Myers Beach, and Cayo Costa. Relax on your screened lanai and watch dolphins and bald eagles from your private canal view. Modern Upgrades Throughout: Featuring two spacious bedrooms, including a primary suite with a Sleep Number bed and en-suite bath. The guest bedroom has an adjacent second bath for added convenience. The renovated kitchen boasts sleek new appliances, modern finishes, and updated lighting. Recent Improvements: Hurricane-rated front door, new plumbing and electrical systems, fresh paint, new air conditioning unit, new roof, and new flooring throughout for a clean, contemporary look. Recent community improvements include new exterior paint, new exterior banisters, and updated exterior walkways. Convenience & Storage: Includes a dedicated carport and private storage closet—perfect for your beach gear or boating essentials. Resort-Style Amenities The Fisherman’s Wharf community features a heated pool for year-round enjoyment, 32 boat slips with direct Gulf access, shuffleboard courts, and a secured boatyard for convenient storage of boats and trailers. Location, Lifestyle & Leisure Ideally situated in the heart of St. James City, you’re minutes from popular waterfront restaurants, marinas, and entertainment. Whether you’re seeking a full-time residence or seasonal retreat, this pet-friendly condo delivers comfort, convenience, and coastal charm in one perfect package. Don’t miss your chance to own a slice of paradise and experience true waterfront living at 2888 Oleander Unit C6!

2888 Oleander Street Unit C6, St James City

3551 Heron Landing Circle, St James City
$485,000
3 Beds ⋅ 2 Baths ⋅ 2025003997 MLS
BRAND NEW, MOVE-IN READY, and waiting for you in beautiful ST. JAMES CITY on PINE ISLAND! Located in the peaceful, deed-restricted community of EAGLE LAKE ESTATES, this thoughtfully designed 3-bedroom, 2-bath home offers 1,645 square feet of bright, OPEN-CONCEPT living with HIGH CEILINGS, MODERN FINISHES, and the relaxed Florida lifestyle buyers are looking for. The heart of the home is the STUNNING KITCHEN featuring crisp white shaker cabinetry, GRANITE COUNTERTOPS, stainless steel appliances, pendant lighting, pantry storage, and a LARGE CENTER ISLAND that flows seamlessly into the spacious great room and dining area. Whether you are entertaining friends and family or enjoying a quiet night at home, this layout was designed for EASY FLORIDA LIVING. Luxury Vinyl Plank flooring runs throughout, and the desirable SPLIT-BEDROOM FLOOR PLAN provides added privacy. The spacious PRIMARY SUITE is your own private retreat with TWO WALK-IN CLOSETS and an en-suite bath featuring DUAL VANITIES and a walk-in shower. IMPACT WINDOWS AND DOORS provide added peace of mind, while the OVERSIZED 2-CAR GARAGE gives you plenty of room for vehicles, storage, and all your island essentials. Step outside to your COVERED BACK LANAI and imagine starting your mornings watching the SUNRISE with a fresh cup of coffee while taking in the peaceful, natural surroundings of Eagle Lake Estates. Sitting on NEARLY 1/3 OF AN ACRE, this NEW CONSTRUCTION home gives you room to breathe while keeping you just minutes from MARINAS, BOATING, FISHING, WATERFRONT DINING, and everything that makes PINE ISLAND LIVING so special. If you have been searching for a NEW CONSTRUCTION HOME IN ST. JAMES CITY, FL with IMPACT WINDOWS AND DOORS, a SPACIOUS LOT, modern finishes, and easy access to the best of Pine Island, THIS IS THE ONE! Don't just scroll past this one. SCHEDULE YOUR PRIVATE SHOWING TODAY and come experience the laid-back island lifestyle for yourself!

3551 Heron Landing Circle, St James City

4920 Pinfish Lane, St James City
$145,000
2 Beds ⋅ 2 Baths ⋅ 225048514 MLS
Turnkey! Fully furnished! Welcome to Pine Island Cove, a vibrant 55+ waterfront boating community in St. James City. Plenty of social activates and events; bingo, yoga, water aerobics, holiday dinner...etc. Enjoy a saltwater pool & Spa, bocce and pickleball courts, a clubhouse, fitness center, picnic park, dog park, boat ramp, and boat/RV storage, along with a variety of programs to keep you active. This SPACIOUS 1144sqft newly renovated 2-bedroom, 2-bathroom, fully furnished home features a 2022 roof, new ductless split AC, new flooring, large walk-in closets, a relaxing Florida room and more. Situated on a corner lot, it boasts the best location in the community, with amenities just across the street. The HOA fee is $160 per month. The boat/RV storage is about $50 per year if utilized. Launch your boat at the community ramp, just 5 minutes from open water, and explore Pine Island Sound, renowned for diverse fishing opportunities, including snook, trout, redfish, and tarpon. Easily navigate to stunning barrier islands like Sanibel, Captiva, and Cayo Costa - accessible only by boat. In Pine Island Cove, you own both the house and the land. Don’t miss your chance to live in paradise!

4920 Pinfish Lane, St James City

2871 Bracci Drive, St James City
$1,095,000
3 Beds ⋅ 3 Baths ⋅ 225049820 MLS
Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The home features open concept living with high ceilings and a split plan, ideal for guests and entertaining. The living room opens up to a large, screened pool deck area and a heated pool. The large master bedroom has his and hers walk in closets, a large walk-in shower and an elevated jacuzzi tub. The home has tile throughout, is tastefully decorated, and comes fully furnished. It is constructed to high standards featuring an elevated house pad, and concrete block construction.

2871 Bracci Drive, St James City

2936 Oleander Street Unit A2, St James City
$275,900
2 Beds ⋅ 2 Baths ⋅ 224007009 MLS
YOUR TURNKEY PINE ISLAND WATERFRONT GETAWAY IS HERE! Escape to island time with this fully furnished 2-bedroom, 2-bath second-floor condo offering direct Gulf access, boat facilities, a heated community pool, and an easy, carefree Florida lifestyle. Located in Fisherman's Wharf, this 1,053-square-foot retreat is ready to enjoy from day one. The unit features vaulted ceilings, tile flooring, updated lanai windows with screens, and a hurricane-rated front door. The community has undergone major improvements, including new roofs, exterior paint, new railings, updated stair and concrete walkways to units on both floors, and electrical and plumbing upgrades. Bring your boat, fishing gear, and flip-flops and start enjoying Pine Island's legendary waterways. Boat slips and secure boat/trailer storage make this an especially appealing option for boating enthusiasts, while the turnkey furnishings make it equally attractive as a seasonal escape or full-time island home. Leave the mainland behind—your Pine Island adventure starts here.

2936 Oleander Street Unit A2, St James City

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